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195510

Sigma-Aldrich

4-(Methylamino)pyridine

98%

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About This Item

Empirical Formula (Hill Notation):
C6H8N2
CAS Number:
1121-58-0
Molecular Weight:
108.14
MDL number:
MFCD00152625
UNSPSC Code:
12352100
PubChem Substance ID:
24851695
NACRES:
NA.22

Quality Level

100

Assay

98%

form

solid

bp

100 °C/0.1 mmHg (lit.)

mp

124-125 °C (lit.)

functional group

amine

SMILES string

CNc1ccncc1

InChI

1S/C6H8N2/c1-7-6-2-4-8-5-3-6/h2-5H,1H3,(H,7,8)

InChI key

LSCYTCMNCWMCQE-UHFFFAOYSA-N

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Application

4-(Methylamino)pyridine can be used:
  • To functionalize hypercrosslinked emulsion-templated porous polymers (polyHIPE) to form a highly efficient heterogeneous nucleophilic catalyst for the acylation of a tertiary alcohol.
  • As a reactant to synthesize 4-(N-allyl-N-methylamino)pyridine, which is employed as an intermediate to prepare DMAP/SBA-15 supported catalyst for the synthesis of propylene carbonate.
  • To prepare 5-azaoxindoles via homolytic aromatic substitution.

4-(Methylamino)pyridine was employed as efficient nucleophilic catalyst during the preparation of ultra-high surface area emulsion templated porous polymers.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

195510-BULK:
195510-1G:
195510-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
SHBQ1216
SHBQ8473
SHBK6849
SHBJ3675
18996KMV

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Homolytic aromatic substitution: A radical approach towards the synthesis of 5-azaoxindoles
Storey J MD and Ladwa MM
Tetrahedron Letters, 47(3), 381-383 (2006)
Ultra-high surface area functional porous polymers by emulsion templating and hypercrosslinking: efficient nucleophilic catalyst supports
Pulko I, et al.
Chemistry?A European Journal , 16(8), 2350-2354 (2010)
Y Amaki et al.
Masui. The Japanese journal of anesthesiology, 38(5), 661-665 (1989-05-01)
A new muscle relaxant antagonist, 4-aminopyridine (4-AMP), has various problems related to its side effects. In order to obtain 4-AMP derivatives with less side effect and the same antagonizing effect on dTc block as that of 4-AMP, three types of
Homogeneous and heterogeneous 4-(N, N-dialkylamino) pyridines as effective single component catalysts in the synthesis of propylene carbonate
Shiels RA and Jones CW
J. Mol. Catal. A: Chem., 261(2), 160-166 (2007)
Ultra-high surface area functional porous polymers by emulsion templating and hypercrosslinking: efficient nucleophilic catalyst supports.
Irena Pulko et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(8), 2350-2354 (2010-01-28)
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